title: Synthesis and anti-HSV-1 activity of new 1,2,3-triazole derivatives.
abstract: In this work, a new series of arysulfonylhydrazine-1H-1,2,3-triazole derivatives were synthesized, and their ability to inhibit the in vitro replication of HSV-1 was evaluated. Among the 1,2,3-triazole derivatives, 1-[(5″-methyl-1″-(4‴-fluorophenylamino)-1H-1,2,3-triazol-4″-yl)carbonyl]-2-(4'-methylphenylsulfonyl)hydrazine and 1-[(5'-methyl-1'-(2″,5″-dichlorophenylamino)-1H-1,2,3-triazol-4'-yl)carbonyl]-2-(phenylsulfonyl)hydrazine, with IC(50) values of 1.30 and 1.26 μM, respectively, displayed potent activity against HSV-1. Because these compounds have low cytotoxicity, their selectivity indices are high. Under the assay conditions, they have better performance than does the reference compound acyclovir. The structures of all of the compounds were confirmed by one- and two-dimensional NMR techniques ((1)H, (13)C-APT, COSY-(1)H×(1)H and HETCOR (1)J(CH)) and by elemental analysis.
authors.affiliation: Universidade Federal Fluminense, Departamento de Química Orgânica, Programa de Pós-Graduação em Química, Outeiro de São João Baptista, 24020-141 Niterói, Rio de Janeiro, Brazil.
authors.forename: Alessandro K
authors.initials: AK
authors.lastname: Jordão
authors.forename: Vitor F
authors.initials: VF
authors.lastname: Ferreira
authors.forename: Thiago M L
authors.initials: TM
authors.lastname: Souza
authors.forename: Gabrielle G de Souza
authors.initials: GG
authors.lastname: Faria
authors.forename: Viviane
authors.initials: V
authors.lastname: Machado
authors.forename: Juliana L
authors.initials: JL
authors.lastname: Abrantes
authors.forename: Maria C B V
authors.initials: MC
authors.lastname: de Souza
authors.forename: Anna C
authors.initials: AC
authors.lastname: Cunha
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D002522:Chlorocebus aethiops; D004261:DNA Replication / Q000187:drug effects; D018259:Herpesvirus 1, Human / Q000187:drug effects*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D014709:Vero Cells
chemical_list: D000998:Antiviral Agents; D014230:Triazoles